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    New derivatives of 1,4-bis-styryl-benzene and optical brightening therewith
    63.
    发明专利
    New derivatives of 1,4-bis-styryl-benzene and optical brightening therewith 未知

    公开(公告)号：GB924762A

    公开(公告)日：1963-05-01

    申请号：GB1691560

    申请日：1960-05-13

    Applicant: BASF AG

    Inventor： STILZ WALTER ,  POMMER HORST ,  GEHM ROBERT ,  SCHMIDT OSWALD ,  MERTENS HEINRICH ,  HEHL MANFRED ,  GRUNWALD WOLFGANG

    IPC: C11D1/00 ,  D06L3/12

    Abstract: Substituted 1,4-bis-styryl benzenes of the general formula: in which X and X1 stand for carboxylic ester groups or N-alkyl carboxylic amide groups, are prepared by reacting terephthaladehyde with an ester of a carbalkoxy-benzylphosphonic acid or with an ester of a halogenmethylbenzoic acid, with the aid of a triarylphosphine and an alkali alcoholate, and if necessary converting the ester groups of the products into amide groups. These substituted 1,4-bis-styryl benzenes are optical brightening agents (Group IV(c)). In Example 1, the methyl ester of p-chlormethylbenzoic acid is stirred with triphenylphosphine in dimethylformamide at 80 DEG C. for 3 hours; and then terephthalaldehyde followed by sodium methylate are added. The product is 1,4-bis-(para-carbmethoxy-styryl)-benzene, and this is converted, by heating it with diethanolamine, into 1,4-bis-(para-carbodiethanolamidostyryl)-benzene Example 8 refers to 1,4-bis-(meta-carbdiethanolamido-styryl)-benzene. Example 9 describes the preparation of a mixture of 1,4-bis-(para-carbethoxy-styryl) - benzene, 1,4 - bis - (metacarbmethoxy-styryl)-benzene and 1-(para-carbmethoxy-styryl) - 4-(meta1-carbmethoxy-styryl)-benzene, by reacting terephthalaldehyde with a mixture of meta- and para-carbmethoxy-benzyl-phosphonic acid diethyl ester. The mixture of 1,4-bis-styryl-benzene diesters is then reacted with diethanolamine. Example 19 states that 1,4-bis-(meta-carb-N-cyclohexylisopropanol-amidostyryl)-benzene is obtained by reacting 1,4 - bis - (meta-carbmethoxy-styryl)-benzene with N-cyclohexyl-iso-propanolamine. It is stated that X and X1 in the general formula may stand for COO.C2H4OH, and similar groups. Compounds wherein the hydrogen atoms of the hydroxy groups in both the amides and the esters are substituted by glycol ether groups are obtained by the reaction of the amides or esters with ethylene oxide or propylene oxide. Specification 813,539 is referred to.ALSO:Substituted 1, 4-bis-styryl benzenes of the general formula in which X and X1 stand for carboxylic ester groups or N-alkyl carboxylic amide groups, act as brightening agents for textiles, paper and leather. The brightening agent is preferably used in aqueous medium in amounts of about 0,0015 to 0.05% with reference to the weight of the substrate to be brightened. In Example 1, previously bleached cotton fabric is treated, for 20 minutes, in a liquor, at 50 DEG to 60 DEG C., containing 0,003 to 0,01 grams per litre of the compound having the structure and 5 grams per litre of sodium sulphate decahydrate, the liquor to fabric ratio being 50:1. After rinsing and drying, the fabric has a dazzling whiteness of good fastness to light and washing. Examples 5, 6 and 7 relate to the use of the same compound for brightening polycaprolactam fabric, yellowish paper, and soiled clothing, respectively. Example 8 describes the use of 1, 4-bis-(metacarbdiethanolamidostyryl)-benzene for brightening cotton fabric. For the preparation of the brightening agents, (see Group IV(b)). Specification 813,539 is referred to.

    New chromium and cobalt complex monoazo dyestuffs, their production and use
    66.
    发明专利
    New chromium and cobalt complex monoazo dyestuffs, their production and use 未知

    公开(公告)号：GB891884A

    公开(公告)日：1962-03-21

    申请号：GB71660

    申请日：1960-01-08

    Applicant: BASF AG

    Inventor： DEHNERT JOHANNES ,  GEHM ROBERT

    IPC: C09B45/14

    Abstract: Compounds containing groups of formula which are used as intermediates in the preparation of azo dyes (see Group IV(c)), and their preparation are described. Specified compounds include the 1 - (31-amino-41-hydroxybenzenesulphonyl)-, 1 - (61 - hydroxynaphthalene - 21 - sulphonyl) -, 1 - (21 - hydroxyl - naphthyl - (81) - carbamyl) -, 1 - [21 - (411 - amino - 311 - carboxy - benzene sulphonylamino) - ethyl] -, 1 - [41 - (311 - methyl - 511 - pyrazoloxyl - (111)) - benzyl] -, 1 - [31\h - (311 - methyl - 511 - pyrazoloxyl - (111)) - phenyl - carbamylmethyl] - and 1 - [21 - hydroxy - 31 - amino - 51 - nitro - phenylcarbamylmethyl] - derivatives of 1-aza-4-thiacyclohexane-4 : 4-dioxide. In Examples 1 - (31 - amino - 41 - methoxy - benzenesulphonyl) - and 1 - [31 - (311 - amino - 411 - methoxybenzenesulphonylamino) - propyl] - 1 - aza - 4 - thiacyclohexane - 4 : 4 - dioxides are prepared by hydrolysis of the corresponding acetylamino compounds. Specifications 660,447 and 874,519 are referred to.ALSO:The invention comprises chromium and cobalt complexes of monoazo dyes free from sulphonic acid groups containing 1 or 2 identical molecules of an azo dye of formula wherein B is the radical of a coupling component of the benzene, naphthalene, pyrazolone or acetoacetanilide series, R and R1 are each a hydrogen or chlorine atom or a methyl, methoxy, ethoxy, acetylamino or nitro group, X is a hydroxy, methoxy or carboxy group, Y is a hydroxy or amino group attached to B in orthoposition to the azo group, Z is one of the radicals -SO2A, -COA, -NHA, -CH2A, -SO2-NHA, -CO-NHA, -NH-CO-CH2A and -SO2NH-(CH2)mA, A being the radical of formula m being an integer from 2-6, p is 1 or 2 and the group Z being attached to the aromatic nucleus of the diazo component or the coupling component B, combined with a chromium or cobalt atom. They are prepared by diazotising amines of formula coupling the diazo compounds with coupling components of formula and chroming or cobalting the monoazo dye in known manner. The dyes may be used to dye silk, leather, synthetic polyamides and polyurethanes, and particularly wool, in yellow, blue, green, red and brown shades. In an example the monoazo dye 1-(31-amino-41-methoxybenzenesulphonyl) - 1 - aza - 4 - thiacyclohexane - 4 : 4-dioxide-->2-naphthol is prepared and treated with cobalt chloride in di-(2-hydroxyethyl) ether in the presence of ammonia to give the 1 : 2-cobalt complex. Many additional examples of monoazo dyes and metal complexes of the above formula are specified. Specifications 660,447 and 874,519 are referred to.

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